[关键词]
[摘要]
为明确药食两用山茱萸化学成分的抗氧化活性,本研究以山茱萸乙醇提取物为原料,对乙醇提取物大孔吸附树脂20%乙醇洗脱部位中抗氧化活性组分进行研究,采用大孔吸附树脂柱层析常压正相硅胶柱层析、Sephadex LH-20凝胶柱层析、Flash闪式正反相硅胶柱层析、高压液相色谱等色谱方法对山茱萸乙醇提取物抗氧化活性部位进行系统的分离纯化,并结合核磁共振波谱数据、质谱数据与文献对比,从山茱萸乙醇提取物中共分离鉴定了5个化合物,分别为7-β-O-乙基莫诺苷(1)、7-α-O-乙基莫诺苷(2)、3-O-咖啡酰奎宁酸甲酯(3)、(7R, 9R, 10R)-3, 9-di-hidroxicalameneno(4)和吐叶醇(5);其中化合物3、4和5为首次从山茱萸中分离得到。同时采用1,1-二苯基-2-三硝基苯肼(1,1-diphenyl-2-picrylhydrazyl,DPPH)法和铁离子还原法(Ferric ion reducing antioxidant power,FRAP)对分离得到的单体化合物进行抗氧化活性筛选。在DPPH自由基清除试验和FRAP试验中,化合物1、2和3均显示一定的抗氧化能力,其中化合物3抗氧化活性最好。
[Key word]
[Abstract]
To clarify the chemical composition and antioxidant activity of Cornus officinalis, a dual-use species for medicine and food, the ethanol extract of Cornus officinalis was used as raw material in this research for examining the antioxidant components in the 20% ethanol elution of the ethanol extract through macroporous adsorption resin. The antioxidative fraction of the alcohol extract was subjected to systematic isolation and purification by chromatography techniques such as macroporous resin column chromatography, normal phase silica gel column chromatography, Sephadex LH-20 column chromatography, flash reversed phase silica gel column chromatography, and preparative HPLC chromatography. Based on the data obtained by nuclear magnetic resonance spectroscopy and mass spectrometry and from literature, five compounds were isolated and identified from the ethanol extract of Cornus officinalis: 7-β-O-ethylmorroniside (1), 7-α-O-ethylmorroniside (2), 3-O-caffeoylquinic acid n-butyl ester (3), (7R, 9R, 10R)-3, 9-di-hidroxicalameneno (4), and vomifoliol (5), among which compounds 3-5 were isolated for the first time from Cornus officinalis. In the meantime, the antioxidant activity of the isolated monomeric compound was evaluated using the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging and Ferric ion reducing antioxidant power (FRAP) assays. Compounds 1-3 all showed certain antioxidant activities in the DPPH and FRAP experiments, with Compound 3 exhibiting the highest antioxidant activity.
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[基金项目]
北京市教委科技计划重点项目(KZ201811417049);北京市教委面上项目(KM201811417008)